Water → 3-(Cyclohexylmethyl)heptanenitrile

HRID 1248195Notes

Reaction equation

HRID 1248195 reaction equation
CS(O[CH2:6][CH:7]([CH2:12][CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)[CH2:8][CH2:9][CH2:10][CH3:11])(=O)=O.[C-:19]#[N:20].[Na+].O>CN(C)C=O>[CH:13]1([CH2:12][CH:7]([CH2:8][CH2:9][CH2:10][CH3:11])[CH2:6][C:19]#[N:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

5

Reactant 3

HCID 962WaterHCID 8929Sodium CyanideHCID 134765542-(Cyclohexylmethyl)hexyl methanesulfonate

Product 1

HCID 202790613-(Cyclohexylmethyl)heptanenitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
80 °C

Procedure

2-(Cyclohexylmethyl)hexyl methanesulfonate (2.0 g) in a few ml of dimethylformamide (DMF) was added to a cooled stirred suspension of anhydrous sodium cyanide (0.53 g) in 5 ml of dry DMF. The mixture was heated overnight at 80° C., poured into water (100 ml) and the product extracted with ether. The combined extracts were washed with water, dried (MgSO4) and evaporated to give 3-(cyclohexylmethyl)heptanenitrile, used directly in the next step.

Workup

  1. extractionthe product extracted with ether
  2. washThe combined extracts were washed with water
  3. dry with materialdried (MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-6e9c3ee1d0b44c4db23557f59f3972e2
Source dataset
uspto-grants-1985_06
Patent number
US04522948

Reaction notes

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